title: Studies on cardiotonic agents. III. Synthesis of 1-[1-(6,7-dimethoxy-4-quinazolinyl)-4-piperidinyl]-3-substituted 2-imidazolidinone and 2-imidazolidinethione derivatives.
abstract: A series of 1-[1-(6,7-dimethoxy-4-quinazolinyl)-4-piperidinyl]-3-substituted 2-imidazolidinone and 2-imidazolidinethione derivatives was synthesized and examined for cardiotonic activity in anesthetized dogs. Alkylation of the 2-imidazolidinone (1) afforded the N-alkylated products, while alkylation of the 2-imidazolidinethione (12) afforded the S-alkylated derivatives accompanied with a small quantity of the N-alkylated products. The N-alkylated derivatives showed generally potent activity, and the S-alkylated ones exhibited weak activity. Insertion of an alkyl group between the piperidine and the imidazolidinone moiety generally resulted in a fall in activity.
authors.affiliation: Tokyo Research Laboratory, Kyowa Hakko Kogyo Co., Ltd, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Nomoto
authors.forename: H
authors.initials: H
authors.lastname: Obase
authors.forename: H
authors.initials: H
authors.lastname: Takai
authors.forename: T
authors.initials: T
authors.lastname: Hirata
authors.forename: M
authors.initials: M
authors.lastname: Teranishi
authors.forename: J
authors.initials: J
authors.lastname: Nakamura
authors.forename: T
authors.initials: T
authors.lastname: Ohno
authors.forename: K
authors.initials: K
authors.lastname: Kubo
mesh_terms: D000818:Animals; D002316:Cardiotonic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D004285:Dogs; D005260:Female; D007093:Imidazoles / Q000138:chemical synthesis / Q000494:pharmacology; D008297:Male; D010880:Piperidines / Q000138:chemical synthesis / Q000494:pharmacology; D011799:Quinazolines / Q000138:chemical synthesis / Q000494:pharmacology; D013871:Thiones / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D002316:Cardiotonic Agents; D007093:Imidazoles; D010880:Piperidines; D011799:Quinazolines; D013871:Thiones